AIE Water-Soluble Polyene Compounds for Biomacromolecule Detection

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current fluorescent dyes used for DNA and protein detection suffer from aggregation-caused quenching, leading to reduced sensitivity and instability in aqueous environments, and existing sensors are often expensive and difficult to use for detecting biomacromolecules.

Innovation Solution

Development of water-soluble conjugated polyene compounds that exhibit aggregation-induced emission (AIE), which become highly emissive when aggregated, allowing for sensitive detection of biomacromolecules without the need for expensive metal complexes and improving stability and sensitivity in aqueous solutions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If traditional fluorescent dyes are used in aqueous media, then they show good solubility, but they suffer from aggregation-caused quenching leading to reduced fluorescence intensity

Engineering Contradiction:
Improvesolubility in aqueous mediaVSAvoidfluorescence intensity
Core Design Contradiction:
Quantity of substanceVSIllumination intensity

Solution Approach 1:

The patent inverts the conventional fluorescent dye behavior by designing compounds that exhibit aggregation-induced emission (AIE) rather than aggregation-caused quenching (ACQ). Traditional dyes are designed to remain fluorescent in solution, but these novel polyene compounds are designed to be non-fluorescent in solution and become highly fluorescent upon aggregation, directly reversing the typical structure-fluorescence relationship

Inventive Principle:
Principle #13The other way round (Inversion)

Solution Approach 2:

The patent changes the fundamental parameter of aggregation behavior from harmful (ACQ) to beneficial (AIE). By modifying the molecular structure of conjugated polyenes to incorporate AIE-active moieties, the compounds undergo a parameter change where aggregation state transitions from a quenching condition to an enhancing condition for fluorescence emission

Inventive Principle:
Principle #35Parameter changes

2Measurement precision

If fluorescent dyes are used for biomacromolecule detection, then they provide sensitivity, but they show instability and photobleaching under ambient conditions

Engineering Contradiction:
Improvedetection sensitivityVSAvoidstability under ambient conditions
Core Design Contradiction:
Measurement precisionVSReliability

Solution Approach 1:

The patent replaces expensive, unstable traditional fluorescent dyes with economical, water-soluble conjugated polyene compounds that exhibit enhanced stability. The AIE-active polyenes are designed to be robust under ambient conditions while maintaining high detection sensitivity, effectively substituting fragile reagents with durable alternatives

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Illumination intensity

If lipophilic fluorescent dyes are used, then they show high fluorescence intensity, but they require organic solvents and are difficult to use in aqueous biological systems

Engineering Contradiction:
Improvefluorescence intensityVSAvoidease of use in aqueous media
Core Design Contradiction:
Illumination intensityVSEase of operation

Solution Approach 1:

The patent changes the solubility parameter of fluorescent compounds from lipophilic to hydrophilic by designing water-soluble conjugated polyenes with appropriate hydrophilic substituents. This parameter change enables the compounds to function in aqueous biological systems without requiring organic solvents, while maintaining AIE properties for high fluorescence intensity

Inventive Principle:
Principle #35Parameter changes

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The AIE-active water-soluble polyene compounds provide enhanced fluorescence intensity and stability, enabling effective detection of proteins and DNA with increased sensitivity and reduced photobleaching, while being more economical and biocompatible than traditional methods.

Implementation Method 1

water-soluble conjugated polyene compounds that exhibit aggregation induced emission

Methodology Applied
Scientific EffectAggregation-induced emission (AIE): Luminescence

Implementation Method 2

Fluorescence (FL) techniques have emerged as a mainstream research and development area in science and engineering

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Data Source

PatentUS7939613B2Fluorescent water-soluble conjugated polyene compounds that exhibit aggregation induced emission and methods of making and using same
Publication Date: 2011.05.10 THE HONG KONG UNIV OF SCI & TECH
  • US7939613B2 patent drawing
  • US7939613B2 patent drawing
  • US7939613B2 patent drawing

AI summary

The presently described subject matter is directed to water-soluble conjugated polyene compounds that exhibit aggregation induced emission, as well as to water dispersible, fluorescent, polymeric microparticles and/or nanoparticles comprising the water-soluble conjugated polyene compounds. Also provided are methods of making and using the compounds and particles. The described conjugated polyene compounds are useful as bioprobes for the detection biomacromolecules, as well as in the manufacture of sensors.